Cuckhold Boyfriend

For the 5 years Ryan and I have been together we’ve been really happy. I feel as more time goes on and we get closer I’m getting closer to popping the question and making him mine. I guess you could say I’m pretty possessive. I love the boy and I want to be his man until the unforseable future.

I was just getting off of work and was feeling pretty horny. The last time I had some ass from Ryan was about 2 weeks ago. We go weeks without it sometimes. I always am extremely satisfied with the sex we have. Ryan has the most perfect twink like body. He’s thin and a little toned. He has sex lines that lead down to a fairly hung dick, and a thick bubble but. Spread the cheeks on that tight ass and you’ll see an even tighter light pink hole. It’s one any gay man would drool over. I on occasion will eat his ass, although he wishes I would do it more. To me, I just love to cum inside him and have him fall asleep in my arms. He’s pretty great at sucking dick. He gives me head more often than we have sex. I can go quite a while without sex. Although, he’s always complaining about it. I’m just always so tired after a long day. But today I’ve been craving it like a warm meal waiting for me at home.

When I got back Ryan was lounged out on the couch, he works much less than me. He was in these tight little sweat shorts and a tank top. The way he was laying down had the shorts riding up his legs, showing that he was free balling under them with no boxers on.

“Hey cutie” I said to him.

“Hi baby” he said in a soft voice and a little smile. “How was work?”

“It was alright. Couldn’t wait to get home. You wanna come lay with me in a little after my shower?”

“I’m supposed to go out in a little with my coworkers. We’re having a dinner” he said, “I’m waiting to hear what time. I should get ready.”

“Oh, alright damn.”

He laughed. “What? You want some of this ass?”

He smiled at me knowing that’s exactly what I wanted. I’m not one to sex talk though. It’s not that I’m shy, it just makes me uncomfortable.

I scratched my head, “I mean... You could say I was thinking about it a bit today.”

He walked over and gave me a kiss “Maybe another time this week babe.” and he headed toward the bathroom for his shower.

It’s not every day he goes out with his coworkers, he rarely talks about anything social with them but he said that they wanted to have a night to get to know the new guy and welcome him to the team.

“This new guy seems so nice! He’s really fitting in well with the team so I’m excited for us all to have some drinks tonight and see him outside of the office.”

I smiled, “Nice. Do you want me to join you?”

He paused for a second, “You could! I don’t know how late we will be though. Most of us are off tomorrow. You work early don’t you?”

“Yeah... I do” I told him I’d stay in.

He took his shower sat in the living room in his cute outfit, his phone making notification sounds every other second from his work group chat, and in a matter of minutes he said it was time to go. He grabbed his keys and headed out. For me, it looked like I’d be beating off for the night. He would be home late I was assuming, and I needed to get some rest.

I jacked off to some porn, came quite a bit. Guess it was a lot of build up since I last busted. After that, I was fast asleep. Around midnight Ryan quietly snuck into the room and cuddled up close to me, it woke me up. He told me the night went really well and that the new guy “Dez” had fun.

“Good I’m glad you had fun babe” I said

“Yeah I think we might get together tomorrow”

“Who? The whole crew?”

“I’m not sure yet” he answered “I’ll text you and let you know what I end up doing but it might be after you get off.”

“Alright.” I said “goodnight babe” and fell back to sleep.

In the morning I recalled our convo we had while half asleep. I wasn’t really dying for sex, but tonight could have been a night I could get some. I remembered he said he might go out though. Possibly with the whole group? Just a moment later he texted me, “Okay yeah it looks like I am going out tonight. Dez invited me and the crew to the bar on 5th street but I’m not sure who all is going”. I was curious about Dez. I didn’t know his full name though and wasn’t going to ask for it. I went to Ryan’s Instagram, thought maybe Dez might have followed him. I looked under his newest follower and there he was. His account wasn’t private so I scrolled a bit. It looked like he was into sports. A couple pictures at football games. He was a pretty fit, bigger, black guy. From what I could see, he’s straight. I don’t see any photos of him with girls but his Instagram just didn’t give me “gay guy vibes”. He was an extremely attractive guy though. Ryan has always joked around with me saying if we ever have a 3sum “Can it be with a black guy?”

I texted Ryan back “Ok I think I’ll hang back tonight. Have fun though.” I said, even though he never did invite me to come with. I wasn’t a big drinker and I knew him and his coworkers like to drink quite a bit whenever they do go out. A night in sounded fine to me.

“Afterwards we were all gonna come back to our place. Is that okay? It would be late, we just wanted to play some party games or something and then everyone will Uber home” Ryan texted me.

I texted back “That’s fine. I will probably be asleep but don’t worry bout being too loud. I get to sleep in tomorrow”.

I really didn’t mind and truthfully, I thought it might be interesting to eavesdrop a bit. I know the guy looks like he’s most likely straight but he’s mentioned him quite a bit. I wasn’t necessarily worried, but I was curious.

“Ok :)” he said back.

A couple hours into that night and Ryan was heading out. About 40 minutes later he texted me,

“Hi! Just getting to the bar. Looks like it’s only a couple of us tonight and mostly everyone can only stay for a couple drinks. Still going to come to our place after though!”

I told him no worries and that I was heading to bed soon. I looked at Ryan’s Instagram again. I was definitely searching for any red flags you could say. I wasn’t sure what to think when I noticed Dez has liked all of Ryan’s pictures of himself. I guess people do that when a new friendship starts. Still wasn’t sure if that was normal for a straight guy to do though. I drifted off and fell asleep.

When I woke up I heard the front door opening. Ryan was coming into the apartment with his coworkers. I expected it to be a little loud, but he was talking quietly. I only heard one other voice respond. It was a deep voice. Dez? I figured the rest of the group was walking behind. I heard Ryan tell him “I’ll be right back.” he came into our room quietly and changed into those tight sweat shorts and his tank top and went back into the living room. I pretended to be asleep the whole time. I could smell the alcohol as soon as he walked in, and when he walked into the kitchen I heard him pop the tops off of two beers. The group I thought would be following him through the door never came.

“Want a beer Dez?” he said. It looks like it was a night in for the two of them. The walls are so thin I could hear everything, even when they were quiet. I can’t deny it was starting to make me pretty uncomfortable although I tried not to be ridiculous. This Dez guy was definitely more built than me and far more masculine. I kept trying to remind myself, he’s probably straight. Until I heard his deep voice say, “Well damn... that’s a cute little night outfit you got on”

Ryan giggled as he walked towards him with the beers.